Oceanfront Diamond Head Escape

Entire villa in Honolulu, Hawaii, United States

  1. 10 guests
  2. 5 bedrooms
  3. 5 beds
  4. 5.5 baths
No reviews yet
Extraordinary homes, vetted for quality.
Hosted by Gather Vacations
  1. Superhost
  2. 9 years hosting

Listing highlights

On the beach

This home is right on Kuilei Beach.

Ocean and garden views

Soak up the views during your stay.

At-home coffee

Start your morning right with the espresso machine.
This award-winning oceanfront residence, Diamond Head Grand Escape, offers a rare opportunity to experience contemporary Hawaiian living in one of Honolulu’s most coveted enclaves.

The space
Set directly on the sand within the exclusive Cove area of Diamond Head, this home is one of only 27 with private beachfront access. With 7,324 square feet of refined interiors, five ensuite bedrooms, and spectacular outdoor spaces, it is perfectly curated for families, friends, and guests seeking a true sense of place.

What You’ll Love About Diamond Head Grand Escape
• Direct beachfront location in Diamond Head Cove, steps to Cromwell’s surf break
• Infinity-edge pool and spa with tiki torch ambiance
• Dramatic floating glass staircase and modern wine closet
• State-of-the-art automation, elevator, and whole-home audio
• Outdoor lounge with full kitchen, professional landscaping, and surfboard storage
• Primary bedroom features an ensuite with both his and hers bathrooms

Living & Dining
Walls of glass frame sweeping Pacific views, filling the great room with natural light. Elegant design elements include a floating staircase with glass railings, soaring ceilings, and handcrafted finishes. Multiple seating areas invite conversation and relaxation, while the dining space connects seamlessly with both the chef’s kitchen and lanai for effortless indoor-outdoor flow.

Chef-Ready Kitchen
The gourmet kitchen is outfitted with professional-grade appliances, marble island countertops, and custom cabinetry. A butler’s pantry provides additional storage and prep space, ideal for private chefs or group entertaining.

Outdoor Oasis
Step outside to an infinity-edge pool and spa framed by tiki torches, swaying palms, and the sound of waves. The outdoor lounge features a full kitchen, dining space, and comfortable seating designed for gatherings. Professional landscaping enhances privacy, while direct access to the sand makes the ocean your backyard.

Sleeping Quarters
• Primary Suite – King bed, primary ensuite including both his & hers bathrooms, steam shower, ocean & garden views, central AC, ceiling fan
• Guest Suite 2 – King bed, ensuite bath, central AC
• Guest Suite 3 – King bed, ensuite bath, central AC
• Guest Suite 4 – King bed, ensuite bath, central AC
• Guest Suite 5 – King bed, ensuite bath, central AC
• Powder Room – Half bath

Extras
A glass-enclosed wine closet, home office, library, and game room provide versatility for work and play. The residence also includes whole-home automation, a security system, elevator, and audio throughout. Surfboard and outrigger storage are conveniently located steps from the sand.

Nearby
Walk to Waikiki’s vibrant dining and nightlife or hike the iconic Diamond Head crater. The surf break at Cromwell’s is just offshore, while a short drive brings you to Ala Moana shopping, cultural venues, and championship golf.

Good to Know
This home is available exclusively for 30-day minimum stays. The property is also currently for sale; a marketing disclaimer will be provided at booking. Occupancy is exclusive for your rental period. TAT and applicable taxes apply.

Reserve your dates now at Diamond Head Grand Escape and experience an oceanfront lifestyle defined by elegance, comfort, and design.

Other things to note
Gather's professional management offers guests an easy and stress free experience. Our team and your local property manager provides excellent guest services, thorough cleaning of the property, a simple and streamlined check-in and check out process, plus concierge services and more. At Gather, we believe in delivering exceptional experiences to ensure that all our guests have a memorable stay.

Registration Details
310390060000, TA-085-937-5616-01

Where you’ll sleep

1 of 3 pages

What this place offers

Each Luxe home is fully equipped to meet your needs, with ample space and privacy.
Ocean view
Garden view
Beach access
Private outdoor pool - heated
Hot tub

Select check-in date

Add your travel dates for exact pricing

No reviews (yet)

This host has 10,019 reviews for other places to stay. Show other reviews

Where you’ll be

Honolulu, Hawaii, United States
Exact location will be provided after booking.

Meet your host

Superhost
10019 reviews
4.82 out of 5 average rating
9 years of hosting
My work: Gather Vacations
Speaks English
Gather with us! Gather Vacation Rentals is the leading luxury property manager in the US. Gather was founded in 2005 and our properties reflect our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals, we are committed to making sure that our vacation clients experience the very best in quality, delivery, and outstanding service Our Vacation Rental Management Team reflects our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals throughout the US, we are committed to ensuring our vacation clients experience the very best in quality, delivery, and outstanding service. Active Member of: - (VRMA) Vacation Rental Managers Association - (NAR) National Association of Realtors

Gather Vacations is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Host details

Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in after 3:00 PM
Checkout before 10:00 AM
10 guests maximum
Safety & property
No carbon monoxide alarm
Smoke alarm